## Abstract An efficient solid‐phase synthetic method for 2,3,4,5‐Tetrahydro‐1,4‐benzodiazepin‐2,5‐diones, having amine derivatives on the benzene ring, was developed. This method has been successfully applied to the synthesis of several spatially separated drug‐like and information‐rich small‐mole
Enantiodivergent Transannular Rearrangement of 3-Isopropyl-1,4-benzodiazepine-2,5-dione by Memory of Chirality
✍ Scribed by Daniel Farran; Pierre Archirel; Loïc Toupet; Jean Martinez; Georges Dewynter
- Publisher
- John Wiley and Sons
- Year
- 2011
- Tongue
- English
- Weight
- 446 KB
- Volume
- 2011
- Category
- Article
- ISSN
- 1434-193X
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## Abstract Reaction of 1,5‐benzodiazepin‐2,4‐dione with 3‐__O__‐substituted‐5,6‐anhydro‐1,2‐isopropylidene‐α‐D‐glucofuranose gave the unexpected __N,N'__‐di‐glucofuranosyl benzimidazol‐2‐one by a novel rearrangement and ring closure reaction. A mechanism is proposed.
Carbon-13 chemical shifts of eight 3H-1,4-benzodiazepine-2,5( lH, 4H)-diones are reported. The carbonyl chemical shifts have diagnostic value for distinguishing these diones from the isomeric 1,3-benzodiazepine-2,5-dione structures.